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5-[(3S,8R,9S,10R,13R,14S,17R)-3-[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 54272af7-3fc8-452c-b0dd-53cee57fb089
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8R,9S,10R,13R,14S,17R)-3-[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical) CC12CCC(C=C1CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@@H](C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O[C@@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
InChI InChI=1S/C36H52O14/c1-34-10-7-19(47-32-30(44)28(42)31(24(15-38)49-32)50-33-29(43)27(41)26(40)23(14-37)48-33)13-18(34)4-5-22-21(34)8-11-35(2)20(9-12-36(22,35)45)17-3-6-25(39)46-16-17/h3,6,13,16,19-24,26-33,37-38,40-45H,4-5,7-12,14-15H2,1-2H3/t19-,20+,21-,22+,23+,24+,26+,27-,28-,29+,30+,31+,32-,33-,34-,35+,36-/m0/s1
InChI Key TVFOQNHFIGUJRM-SNIFOESXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O14
Molecular Weight 708.80 g/mol
Exact Mass 708.33570633 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.19
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,8R,9S,10R,13R,14S,17R)-3-[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9052 90.52%
Caco-2 - 0.8926 89.26%
Blood Brain Barrier - 0.6150 61.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8418 84.18%
OATP2B1 inhibitior - 0.8669 86.69%
OATP1B1 inhibitior + 0.8440 84.40%
OATP1B3 inhibitior + 0.8757 87.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8379 83.79%
BSEP inhibitior + 0.7048 70.48%
P-glycoprotein inhibitior + 0.6928 69.28%
P-glycoprotein substrate - 0.7232 72.32%
CYP3A4 substrate + 0.7179 71.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8764 87.64%
CYP2C9 inhibition - 0.9076 90.76%
CYP2C19 inhibition - 0.8901 89.01%
CYP2D6 inhibition - 0.9039 90.39%
CYP1A2 inhibition - 0.8609 86.09%
CYP2C8 inhibition + 0.6559 65.59%
CYP inhibitory promiscuity - 0.8748 87.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6012 60.12%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9251 92.51%
Skin irritation - 0.6367 63.67%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8237 82.37%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6979 69.79%
skin sensitisation - 0.9049 90.49%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8356 83.56%
Acute Oral Toxicity (c) I 0.6565 65.65%
Estrogen receptor binding + 0.8204 82.04%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding - 0.5879 58.79%
Glucocorticoid receptor binding + 0.6168 61.68%
Aromatase binding + 0.6608 66.08%
PPAR gamma + 0.6875 68.75%
Honey bee toxicity - 0.6884 68.84%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9840 98.40%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.51% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.79% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.29% 100.00%
CHEMBL2581 P07339 Cathepsin D 91.02% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.58% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.45% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.44% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.89% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.02% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.76% 96.38%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.16% 81.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Drimia maritima

Cross-Links

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PubChem 162889080
LOTUS LTS0125448
wikiData Q105265247